1,3,4,6-Pentalenetetracarboxylic acid, octahydro-2,5-dioxo-, tetramethyl ester

Base Information

• Chemical Name: 1,3,4,6-Pentalenetetracarboxylic acid, octahydro-2,5-dioxo-, tetramethyl ester
• CAS No.: 58648-36-5
• Molecular Formula: C16H18O10
• Molecular Weight: 370.313
• NSC Number: 627691,139201
• DSSTox Substance ID: DTXSID60300836
• Nikkaji Number: J1.503.659A,J1.557.766E
• Mol file: 58648-36-5.mol

Synonyms:NSC627691;58648-36-5;NSC139201;1,3,4,6-Pentalenetetracarboxylic acid, octahydro-2,5-dioxo-, tetramethyl ester;tetramethyl 2,5-dioxooctahydro-1,3,4,6-pentalenetetracarboxylate;tetramethyl 2,5-dioxo-1,3,3a,4,6,6a-hexahydropentalene-1,3,4,6-tetracarboxylate;SCHEMBL9729217;SCHEMBL11359745;SCHEMBL11957849;DTXSID60300836;AKOS024323846;NSC-139201;NSC-627691;1,3,4,6-Pentalenetetracarboxylic acid der.;1,4,6-Pentalenetetracarboxylic acid, octahydro-2,5-dioxo-, tetramethyl ester

Chemical Property of 1,3,4,6-Pentalenetetracarboxylic acid, octahydro-2,5-dioxo-, tetramethyl ester

Chemical Property:

• Vapor Pressure: 3.27E-10mmHg at 25°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 8
• Exact Mass: 370.08999677
• Heavy Atom Count: 26
• Complexity: 571

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1C2C(C(C1=O)C(=O)OC)C(C(=O)C2C(=O)OC)C(=O)OC

Technology Process of 1,3,4,6-Pentalenetetracarboxylic acid, octahydro-2,5-dioxo-, tetramethyl ester

There total 6 articles about 1,3,4,6-Pentalenetetracarboxylic acid, octahydro-2,5-dioxo-, tetramethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 61.0%

3-oxopentanedioic acid dimethyl ester (1830-54-2) + Glyoxal (131543-46-9,107-22-2) → Weiss tetraester (58648-36-5)

Guidance literature:

3-oxopentanedioic acid dimethyl ester; With sodium hydroxide; In methanol; Reflux; Cooling with ice; Inert atmosphere;

Glyoxal; In methanol; at 20 - 65 ℃; for 12h; Inert atmosphere;

Reference yield:

Vossen's Red Salt (78698-09-6) → 2,4,6,8-Tetramethoxycarbonylbicyclo<3.3.0>octa-3,7-dion (58648-36-5)

Guidance literature:

With sodium amalgam; sulfuric acid;

DOI:10.1021/ja00745a026

Reference yield:

→ Weiss tetraester (58648-36-5)

Guidance literature:

With sodium amalgam; water;

upstream raw materials:

Vossen's Red Salt

3-oxopentanedioic acid dimethyl ester

Glyoxal

dimethyl 3,4-dibromoadipate

Downstream raw materials:

cis-bicyclo[3. 3. 0]octane-3,7-dione

Refernces

• 1、 -. "DIHYDROPTERIDINONE DERIVATIVES, PREPARATION PROCESS AND PHARMACEUTICAL USE THEREOF". Page/Page column 46. . Retrieved 2012/07/28.
• 2、 Mitschka,Oehldrich,Takahashi,Cook,Weiss,Silverton. "General approach for the synthesis of polyquinanes. Facile generation of molecular complexity via reaction of 1,2-dicarbonyl compounds with dimethyl 3-ketoglutarate". . p. 4521 - 4542. Retrieved 2014/12/10.